Nuevos métodos catalíticos de ciclación/ transposición de alenos basados en metales de transición

  1. Cembellín Santos, Sara
Supervised by:
  1. Benito Alcaide Alañón Director
  2. Teresa Martínez del Campo Director
  3. Pedro Almendros Requena Director

Defence university: Universidad Complutense de Madrid

Fecha de defensa: 19 January 2017

Committee:
  1. María Luz López Rodríguez Chair
  2. Israel Fernández López Secretary
  3. Fernando Pedro Cossío Mora Committee member
  4. Carmen Carreño García Committee member
  5. Mateo Alajarin Ceron Committee member
Department:
  1. Química Orgánica

Type: Thesis

Abstract

During the last 20 years the chemistry of allenes has been extensively studied due to their interesting reactivity. Allenes and cumulenes have metamorphosed from a laboratory curiosity to a versatile and uniquely reactive functional groups, allowing chemists to prepare a variety of compounds of chemical and biological interest. Among the abroad range of reactions of this kind of compounds, intramolecular cyclization of allenes and cumulenes bearing a nucleophilic substituent are of particular interest. The appearance of regioselectivity problems in these cyclization processes has led to the development of a wide spectrum of metal- catalyzed methodologies that aim to control this issue. On the other hand, among heterocycles, β-lactam and indole derivatives attracted greater attention due to their biological and pharmacological activities such as antibacterial, enzyme inhibitors, neurotransmitters and antitumorals. Finally, fluoroorganic molecules feature peculiar biological activities because of their improved lipophilicity and metabolic stability. Besides, the dearomatization of indoles has received considerable attention in organic synthesis because of the bioactivity of the resulting indolines. In the last years, considerable efforts have been devoted to the fluorination of functionalised indoles because this methodology is a direct entry to diverse fluorinated indoline structures...